IT Engineer, Systems Administrator, IT Support

Hi, we're Oscar. We're hiring an IT Engineer I to join our Engineering Team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

As a key member of the IT Engineering team, you will be responsible for supporting enterprise applications and providing innovative solutions to business challenges through automation. As an IT Engineer I you will be involved in managing user devices, analyzing, installing, modifying, and supporting operating systems and enterprise software. You will play a crucial role in ensuring the seamless integration and operation of IT systems within the organization.

This position is based in our Tempe, AZ office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required in-office day for team meetings and events, while your other two office days are flexible to suit your schedule.

The base pay for this role is: $ - $ per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses.

• Handle Single Sign-On (SSO) of new applications with Okta and troubleshoot related issues.
• Support the Mac OS fleet using Jamf, ensuring optimal performance and security.
• Develop and maintain comprehensive documentation for supported applications.
• Oversee the complete lifecycle of user identities, including provisioning and deprovisioning.
• Implement and maintain automated workflows for user onboarding and offboarding.
• Build policies and scripts using vendor APIs for SaaS services such as Google Workspace, Slack, and Zendesk.
• Provide operational support, including account management, workflow optimization, log analysis, troubleshooting, and performance enhancement.
• Participate in an on-call schedule to provide emergency services and respond to issues as per monitoring and escalation protocols.
• Ensure computer systems comply with organizational guidelines and standard operating procedures (SOPs).
• Establish, configure, test, and maintain operating systems and SaaS applications.
• Ensure rapid response to technical issues to minimize downtime and maintain productivity.

• 2+ years of IT experience, with at least 1 year in user support within a cloud-first, modern IT environment.
• 1+ years of experience in a high-growth SaaS environment.
• Proficiency in Okta identity and access management.
• 1+ years of experience using Jamf to manage Mac OS.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care — an experience made whole by our unique backgrounds and perspectives.

Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

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Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team () to make the need for an accommodation known.

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